The Southern Charm stars can’t get enough of each other - and that’s created a dizzying web of relationships, break ups and drama.īeginning with season 1, which premiered in 2014, OG stars Craig Conover, Shep Rose and Kathryn Dennis let fans see the good, the bad and the messy parts of their romantic relationships.Īfter Craig crashed and burned with Kathryn, Kathryn hooked up with both Whitney Sudler-Smith and Thomas Ravenel. A Complete Guide to Who in the ‘Southern Charm’ Cast Has Dated Each Other